Boron tribromide → 2-Bromo-5-phenoxyphenol

HRID 449101Notes

Reaction equation

HRID 449101 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[O:15]C.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[OH:15]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 189257722-Methoxy-4-phenoxybromobenzene

Product 1

HCID 189257712-Bromo-5-phenoxyphenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-bromo-2-methoxy-4-phenoxy-benzene (100.00 mg, 0.35 mmol) in DCM (5 mL) was slowly added boron tribromide (0.16 mL, 1.53 mmol) at −20° C. The reaction was stirred at that temperature for 2 h. The reaction mixture was concentrated in vacuo and dried on the pump. The crude reaction mixture was used for next step without further purification.

Workup

  1. customat −20° C
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customdried on the pump
  4. customThe crude reaction mixture
  5. customwas used for next step without further purification

Sources & evidence

ORD record
ord-543aa4e538964a0d88234a18b0c087cd
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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